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Sodium Hydroxide → 2-Benzyloxy-4-phenylethynylbenzoic acid

HRID 322863
ノート
印刷プレビュー

反応式

HRID 322863 の反応式
[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([C:25]#[C:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:22]=[CH:21][C:10]=1[C:11]([O:13]CC1C=CC=CC=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCOCC1>[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([C:25]#[C:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:22]=[CH:21][C:10]=1[C:11]([OH:13])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 10598112Benzyl 2-benzyloxy-4-phenylethynyl-benzoate

生成物 1

HCID 107586542-Benzyloxy-4-phenylethynylbenzoic acid収率 38.2%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A stirred solution of benzyl 2-benzyloxy-4-phenylethynylbenzoate (2 g) and 1 N sodium hydroxide (5 mL) in dioxan (80 mL) is heated at reflux for 1 hour. The reaction mixture is evaporated, the residue dissolved in water (6 mL) and the solution washed twice with ethyl acetate (20 mL). The pH of the aqueous phase is adjusted to pH 1 by addition of 2 N hydrochloric acid and resulting solid is filtered and washed well with water to give 2-benzyloxy-4-phenylethynylbenzoic acid (0.6 g), m.p. 125-127° C. [Elemental analysis:- C,80.2; H,4.86%. Calculated:- C,80.5; H,4.91%].

後処理

  1. temperatureat reflux for 1 hour
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue dissolved in water (6 mL)
  4. washthe solution washed twice with ethyl acetate (20 mL)
  5. additionThe pH of the aqueous phase is adjusted to pH 1 by addition of 2 N hydrochloric acid
  6. customresulting solid
  7. filtrationis filtered
  8. washwashed well with water

出典と根拠

ORDレコード
ord-b13fe510386d4abead8d32256efd355e
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06211234B1

反応ノート

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